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The Headless Horseman

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The Headless Horseman is the main antagonist from The Legend of Sleepy Hollow, the second half of Disney's 1949 animated feature film The Adventures of Ichabod and Mr. Toad.

Appearances

Disney Comics

In Carl Barks' Donald Duck story The Golden Helmetone of the items shown in the Duckburg Museum is "the Headless Horseman's toupee".

The Legend of Sleepy Hollow

Brom Bones tells Ichabod Crane the story of the Headless Horseman, who lost his head long ago during the Revolutionary War. Every Halloween night he rides in Sleepy Hollow looking for a new head. The best way to escape him is to cross the bridge, as the Horseman's dark powers are limited only to the woods.

That very night, Ichabod rides home alone and keeps imagining that he is being followed. When he finds that it's only cattails bumping on a log, Ichabod, and his horse hysterically laugh, but suddenly stop as another laugh joins them. They both slowly turn around to find the Headless Horseman about to attack them, sword at the ready. He gives chase, laughing all the while. When Ichabod momentarily is trapped on the Horseman's own black steed, he looks down the Horseman's neck to find nothing but evil hollow laughter. Ichabod runs for the bridge and barely manages to make it across. As Ichabod turns around, he screams as the black horse rears up and the Headless Horseman throws a flaming jack o' lantern right at him.

The very next morning, Ichabod's hat was found next to a shattered pumpkin. However, Ichabod had vanished. Rumors about Ichabod still alive and married to a wealthy widow in a distant county are all but dismissed, as the good townsfolk of Sleepy Hollow know that he must have been spirited away (most likely killed) by the Headless Horseman himself.

House of Mouse

The Headless Horseman appears in House of Mouse, as a recurring guest in the audience.

The Cat That Looked at a King

The Headless Horseman is briefly mentioned by the King, who says he once displeased him, and subsequently "lost his head", implying that the Horseman was beheaded on order of the King.

Disney Parks

The Headless Horseman is part of various Halloween festivities at Walt Disney World, leading the Boo to You Parade at Mickey's Not So Scary Halloween Party and being the center of a Sleepy Hollow themed haunted hayride at Fort Wilderness.

At Hong Kong Disneyland, the Headless Horseman was the host of the 2011 Halloween festivities. He leads the Halloween parade and starred in a new haunted maze in Adventureland, The Revenge of the Headless Horseman. Here, a member of an Adventurers Club has claimed to have found his head and is presenting it in a sideshow exhibit, provoking the Horseman's wrath. This attraction proved popular enough to become a recurring feature of the event.

The Headless Horseman made his debut as part of Mickey's Halloween Party at Disneyland in 2016, leading the Frightfully Fun Parade.

The Horseman also has a spell card known as "The Headless Horseman's Exploding Jack-O-Lantern" in the attraction Sorcerers of the Magic Kingdom.

Trivia

  • It is unknown whether or not the Headless Horseman was a real phantom or Brom Bones in disguise (as it was heavily implied in the book that the movie was based on). However, there are some suggestions that the Horseman was indeed an actual phantom, though from what was shown of Ichabod's fearful imagination beforehand, some of these things may have just been imagined by him:
    • Ichabod had looked inside his cloak, seeing nothing there.
    • Brom's horse did not have red eyes and a black mane like the Horseman's did.
    • Brom needed a saddle, reins, and a bridle to ride his horse, while the Horseman apparently didn't. His implied spiritual nature would likely allow him to remain on his horse without any real support.
    • The Horseman appeared to be slightly skinnier than Brom.
    • The Horseman pulled his fiery pumpkin head out of nowhere when he threw it at Ichabod, almost is though it were by magic.
  • In many early versions of the Haunted Mansion, the Headless Horseman was to be a focal point of the attraction's graveyard climax.
  • The Headless Horseman is one of the very few Disney villains who actually won, other examples are Appoline and Foxy Loxey.
  • A portrait of the Headless Horseman can be seen in the video game Epic Mickey; in Lonesome Manor's library.
  • The Headless Horseman is actually one of the very few Disney Villains to actually "win" rather than being defeated at the end of his/her film.
  • Despite making a small appearance, the Headless Horseman is considered one of the darkest and most disturbing Disney villains.
  • The Headless Horseman appeared on the Wonderful World of Disney the same Sunday night that The Beatles were on The Ed Sullivan Show.

Gallery

Screenshots

Merchandise and Miscellaneous


v - e - d
The-adventures-of-ichabod-and-mr-toad-logo
Media
Films: The Adventures of Ichabod and Mr. Toad | House of Mouse | Who Framed Roger Rabbit | Video

Shorts: The Wind in the Willows | The Legend of Sleepy Hollow

Disney Parks
Mr. Toad's Wild Ride | Storybook Land Canal Boats

Restaurants: Toad Hall Restaurant
Halloween: Frightfully Fun Parade | Glow in the Park Halloween Parade | Mickey's Boo-to-You Halloween Parade | The Revenge of the Headless Horseman

Characters
J. Thaddeus Toad | Cyril Proudbottom | Ratty | Mole | Angus MacBadger | Mr. Winkie | Weasels | Judge | Prosecutor | Court Clerk | Ichabod Crane | Katrina Van Tassel | Brom Bones | Tilda | Baltus Van Tassel | Ichabod's horse | The Headless Horseman
Songs
The Merrily Song | Ichabod Crane | Katrina | Headless Horseman


v - e - dDisney Villains
Disney Parks

Celebrate A Dreams Come True Parade | Celebrate the Magic | Cinderella Castle Mystery Tour | Club Villain | Disney's Fantillusion | Disney's Maleficious Halloween Party | Disney's Not-So-Scary Halloween Show | Disney's Once Upon a Dream Parade | Disney Dreams! | Disney's Stars 'n' Cars... As Never Seen Before | Fantasmic! | Feel the Magic | Frightfully Fun Parade | Glow in the Park Halloween Parade | Happy Hallowishes | Hocus Pocus Villain Spelltacular | Inferno Dance Party | It's Good To Be Bad With The Disney Villains | It's Good to Be Bad Villainous Celebration | It's Party Time... with Mickey and Friends... and the Disney Villains | Mickey's Boo-to-You Halloween Parade | Mickey and his Magic Halloween Night | Re-Villains! Halloween Parade | Sorcerers of the Magic Kingdom | The Disney Villains Halloween Showtime | The Nightmare Experiment | The Villains World | Unleash the Villains | Villains Gardens | Villainy in the Sky | Villains Mix and Mingle | Villains Night Out! | Villains Tonight! | Wishes | World of Color

Shorts and Comics

Pete | Sylvester Shyster | The Mad Doctor | Big Bad Wolf | Mortimer Mouse | The Phantom Blot | Beagle Boys | Flintheart Glomgold | Magica De Spell | Huey, Dewey and Louie Monsters | Solego | Dangerous Dan and Idgit the Midget | Red Eye and his brother | Singular | Chronoduck | Doubtfinder | Fluffy

Animated Features

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Pixar

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Other Animated Movies

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Live-Action Movies

Barnaby | Alonzo Hawk | John Slade | Master Control Program (MCP) | Dr. Louis Faraday | Nome King | Mr. Dark | Judge Doom | John Ricketts | Winifred Sanderson | Mary Sanderson | Sarah Sanderson | Cardinal Richelieu | Carl Quigley | William Boone | Gilbert Sipes | Rhino | Aunt Spiker | Aunt Sponge | Long John Silver | Silas Sinister | The Sinister Sisters | Kalabar | Norman Snively | Lyle Van de Groot | Luanne LeSeur | Meredith Blake | Dr. Elliot Coleye | Andrei Strasser | Dr. Claw | Toy Santa | Reed Thimple | Warden Walker | Mr. Sir | Dr. Pendanski | Trout Walker | Katherine Barlow | Hector Barbossa | Pintel and Ragetti | Ramsley | Lord Kelvin | General Fang | Ian Howe | Gwen Grayson | The Man in the Yellow Suit | The White Witch | Captain Bill Fawcett | Selkirk Tander | Dr. Kozak | Grim and Denning | Mitch Wilkinson | Davy Jones | Cutler Beckett | Jack Frost | Queen Narissa | Dr. Simon Bar Sinister | Jean George | Miraz | Dr. Finkle | Stan Cruge | The Red Queen | Knave of Hearts | Nizam | Morgana le Fay | Maxim Horvath | CLU 2.0 | Blackbeard | Warwick | Halloween Hound | Tex Richman | Ubasti | Dr. Phillip Wellington | Sab Than | Matai Shang | Evanora the Wicked Witch of the East | Theodora the Wicked Witch of the West | Drex | Latham Cole | Butch Cavendish | Constantine | Dominic Badguy | Celia Rodriguez | The Witch | The Giant | David Nix | Fleshlumpeater

Marvel Movie and TV Villains

Abomination | Leader | Whiplash | Justin Hammer | Red Skull | Arnim Zola | Loki Laufeyson | Chitauri | The Other | Thanos | Ian Quinn | Aldrich Killian | Eric Savin | Trevor Slattery | Ellen Brandt | Vice President Rodriguez | Malekith | Algrim | Dark Elves | Deathlok (Michael Peterson) | Graviton | Blizzard | Alexander Pierce | Deathlok (John Garrett) | Ian Quinn | Lorelei | Korath the Pursuer | Ronan the Accuser | Nebula | Sakaarans | Daniel Whitehall | Absorbing Man | Johann Fennhoff | Dottie Underwood | Jiaying | Gordon | Calvin Zabo | Ultron | Wolfgang von Strucker | Ulysses Klaw | Ultron Sentries | Kingpin | James Wesley | Anatoly Rankskahov | Vladimir Rankskahov | Nobu Yoshioka | Madame Gao | Leland Owlsley | Darren Cross | Mitchell Carson | Lash | Giyera | Gideon Malick | Werner von Strucker | Purple Man | Will Thompson | Madame Masque | HYDRA | Cottonmouth | Diamondback | Mariah Dillard | Shades

Star Wars Villains

Darth Vader | Palpatine | Boba Fett | Jabba the Hutt | Stormtroopers | Grand Moff Tarkin | Sith | Galactic Empire | Greedo | Tusken Raiders | Scout Troopers | Snowtroopers | Bossk | Bib Fortuna | TIE Pilots | AT-AT drivers | Emperor's Royal Guard | Salacious Crumb | Darth Maul | Jango Fett | Count Dooku | General Grievous | Sebulba | Asajj Ventress | The Grand Inquisitor | Agent Kallus | Maketh Tua | Kassius Konstantine | Cumberlayne Aresko | Azmorigan | Seventh Sister | Fifth Brother | Eighth Brother | Kylo Ren | Supreme Leader Snoke | General Hux | Captain Phasma | Orson Krennic | Thrawn

TV Shows

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Other

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